3-azetidinecarboxylic Acid → 1-((3-Fluoro-4-(5-(1-phenylcyclopropyl)[1,3]thiazolo[5,4-b]pyridin-2-yl)phenyl)carbonyl)-3-azetidinecarboxylic acid

HRID 1177626Notes

Reaction equation

HRID 1177626 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]1[S:12][C:13]2[C:18]([N:19]=1)=[CH:17][CH:16]=[C:15]([C:20]1([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:22][CH2:21]1)[N:14]=2)[C:5](O)=[O:6].[NH:29]1[CH2:32][CH:31]([C:33]([OH:35])=[O:34])[CH2:30]1>>[F:1][C:2]1[CH:3]=[C:4]([C:5]([N:29]2[CH2:32][CH:31]([C:33]([OH:35])=[O:34])[CH2:30]2)=[O:6])[CH:8]=[CH:9][C:10]=1[C:11]1[S:12][C:13]2[C:18]([N:19]=1)=[CH:17][CH:16]=[C:15]([C:20]1([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH2:21][CH2:22]1)[N:14]=2

Participants

3

Reactant 2

HCID 931923-azetidinecarboxylic AcidHCID 573944063-Fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzoic acid

Product 1

HCID 591748641-((3-Fluoro-4-(5-(1-phenylcyclopropyl)[1,3]thiazolo[5,4-b]pyridin-2-yl)phenyl)carbonyl)-3-azetidinecarboxylic acid

Procedure

The title compound was synthesized using the procedure described in Example 105 above, with 3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzoic acid (104 mg, 0.266 mmol) and azetidine-3-carboxylic acid (32 mg, 0.320 mmol). MS (ESI) m/z: Calculated: 473.1; Observed: 474.1 (M++1).

Sources & evidence

ORD record
ord-09396ce57cf0438dbadac7623bb858a9
Source dataset
uspto-grants-2010_11
Patent number
US07842685B2

Reaction notes

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